71433-01-7

Upstream product

• 38066-16-9 diethyl [(phenylthio)methyl]phosphonate 
• 3173-56-6 benzyl isothiocyanate 
• 100-46-9 benzylamine 
• 103-04-8 (phenylthio)acetic acid 
• 7031-27-8 (phenylthio)acetic acid chloride 
• 2564-06-9 N-benzyl-2-chloroacetamide 
• 930-69-8 sodium thiophenolate 

Downstream Products

• 444991-97-3 N-benzyl-2-(phenylsulfinyl)acetamide 
• 116159-59-2 1-Benzyl-5-methyl-5,6-dihydro-1H-pyridin-2-one 
• 66594-73-8 1-benzyl-5-ethyl-5,6-dihydro-1H-pyridin-2-one 

Relevant academic research and scientific papers

Direct amidation of non-activated carboxylic acid and amine derivatives catalyzed by TiCp2Cl2

This paper described a mild and efficient direct amidation of non-activated carboxylic acid and amine derivatives catalyzed by TiCp2Cl2. Arylacetic acid derivatives reacted with different amines to afford the corresponding amides in good to excellent yield except of aniline. Aryl formic acids failed to react with aniline but smoothly reacted with aliphatic amines and benzylamine in moderate to good yield, fatty acids reacting with benzyl and aliphatic amines give amides in good to excellent yield. Chiral amino acids derivatives were transformed into amides without racemization in moderate yield. The possible mechanism of direct amidation catalyzed by TiCp2Cl2 was discussed. This catalytic method is very suitable for the amidation of low sterically hindered arylacetic acid, fatty acids with different low sterically hindered amines except aniline, as well as the amidation of aryl formic acid with benzyl and aliphatic amines.

Synthesis of acetamide derivatives using S-MWCNT and S-MC as an efficient heterogeneous catalysts

Sulphate modified multiwalled carbon nanotubes (S-MWCNT) and Mesoporous carbon (S-MC) catalysts were prepared by wet impregnation method. These materials were characterized by different analytical techniques such as Powder-XRD, BET surface area analysis, SEM-EDS and TEM analysis to evaluate their bulk and surface properties. Surface acidity of the catalyst was measured by TPD-NH3 technique, as well as n-butyl amine titration. The estimated surface acidity of S-MWCNT and S-MC using n-butyl amine titration was found to be 0.82 and 1.75 mmol/g respectively. The catalytic activity of these materials was investigated in the synthesis of acetamide derivatives using aromatic acids with substituted aromatic amines in a liquid phase reaction. The reaction conditions were optimized to achieve good % yield of the products. In general S-MC catalyst exhibited good catalytic activity and gave higher % yield of the respective acetamides than S-MWCNT. This is attributed to higher surface acidity of S-MC, however the catalyst was found to be non-recyclable. S-MWCNT exhibited moderate % yield and 100% selectivity towards the formation of products. S-MWCNT catalyst was recycled up to 5 times with a consistent % yield of the respective acetamide derivatives. The synthesized acetamide derivatives were analyzed by M.P, 1HNMR techniques.

Direct amide coupling of non-activated carboxylic acids and amines catalysed by zirconium(IV) chloride

Amidst the green: A green, mild and effective protocol for the direct formation of secondary and tertiary amides from non-activated carboxylic acids and amines in good to excellent yields by employing ZrCl4 as the catalyst is presented (see scheme). The amide coupling protocol proved to be suitable for scaled up syntheses, and the mild reaction conditions conserve the enantiopurity of chiral starting materials. Copyright

Titanium(IV) isopropoxide as an efficient catalyst for direct amidation of nonactivated carboxylic acids

Secondary and tertiary amides are formed in high yields, in an efficient and environmentally benign titanium(IV) isopropoxide catalyzed direct amidation of carboxylic acids with primary and secondary amines. Georg Thieme Verlag Stuttgart ? New York.

2-Thioacetamide compositions for stimulating the growth of keratin fibers and/or for reducing loss thereof

2-Thioacetamide compounds are suited for inducing and/or stimulating the growth of human keratin fibers, for example human hair, and/or reducing the loss and/or increasing the density thereof.

An efficient synthesis of γ-substituted α,β-unsaturated-δ-lactams. Formal synthesis of (±)-protoemetinol

γ-Substituted α,β-unsaturated δ-lactams 1 was synthesized from α-sulfinyl acetamides 3 in three steps. Formal synthesis of (±)-protoemetinol was also reported.

Fluorination of sulfanyl amides using difluoroiodoarene reagents

A range of sulfur-containing amides have been fluorinated with the hypervalent iodine difluoride reagents 1, and two principal reaction pathways identified. Cephalosporin esters 2 having a heteroatom in the α-position to sulfur undergo fluorination in DCM with cleavage of the carbon-sulfur bond to form novel fluorinated β-lactams 4. Sulfides with electron-withdrawing groups in the α-position undergo α-fluorination in a process analogous to the classical Pummerer reaction. This Fluoro-Pummerer reaction has been exemplified for a range of simple α-phenylsulfanylacetamides 14-19. When β-hydrogens are present in the substrate a different route is followed, with deprotonation by basic fluoride taking place to yield vinyl sulfides 41-43. When an excess of the fluorinating reagent is used these vinyl sulfides can undergo further reaction in a novel tandem Pummerer-Additive-Pummerer process to yield α,β-difluoro sulfides 45-47.

Dephosphonylation of β-carbonyl phosphonates

A new methodology has been developed for the P-C bond cleavage of β- carbonyl phosphonates. The α,α-disubstituted β-keto phosphonates and the α-carbamoyl phosphonates have been shown to undergo dephosphonylation by reaction of their lithium enolate with LiAlH4, followed by quenching with aqueous H2SO4, affording regioselectively α,α-disubstituted ketone and α-substituted and α,α-disubstituted secondary amides.